Guest Stars Paola Núñez as Doctor Alessandra Ruiz Malcolm Goodwin as Young Dupin Igby Rigney as Toby Molly Caitlyn Quinn as Jenny Co Starring Nicholas Lea as Judge John Neal Jason Tremblay as Dupin's Legal Aid Aya Furukawa as Tina William Kosovic as Tiny Frederick Felicity Anne as Secretary Vincent Gale as Boss JayR Tinaco as Faraj Janene Carleton as Female Partier #3 Alex Essoe as Court Witness Tracey Power as EPA Attorney #1 Robbie Segulam as Cemetery Guard Jason Bell as Male Partier #2 Irma Leong as Female Partier #2 Elyse Maloway as Escort Jazmine Campanale as Madeline's Secretary Kelly McCabe as Security Guard Elan Gale as Contractor Jason Cecchini as Bartender Baldeep Singh as Detective Jennifer Clarke as Female Partier #1 Alex Weed as EPA Attorney #2 Jaiden Lanji-Brown as Nude Male Partier Fox Brewster as Half Naked Hipster Milena Brewster as Half Naked Woman Jimmy Clarke as Male Partier #1 Dustin Pederson as Male Partier #3